Sulfonylureas

Abstract

N-Arylsulfonyl-N'-pyrimidinyl-and N'-triazinylureas of formula I <IMAGE> (I) wherein Q is <IMAGE> (Q1) <IMAGE> (Q2) <IMAGE> (Q3) R is hydrogen or methyl; R1 is hydrogen, fluoro, chloro, C1-C4alkyl or methoxy; R2 is hydrogen, fluoro or chloro; R3, R4, R5, R6 and R7 are each independently of one another hydrogen or C1-C4alkyl; R8, R9, R10, R11 and R12 are each independently of one another hydrogen or C1-C4alkyl; R13, R14, R15, R16 and R17 are each independently of one another hydrogen or C1-C4alkyl; Z is methyl or 2-pyridyl; E is methine or nitrogen; X is C1-C4alkyl, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4haloalkylthio, C1-C4alkylthio, C2-C5alkoxyalkyl, C2-C5alkoxyalkoxy, C2-C5alkylthioalkyl or cyclopropyl; Y is C1-C4alkyl, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4haloalkyl, C1-C4haloalkylthio, C1-C4alkylthio, halogen, C2-C5alkoxyalkyl, C2-C5alkoxyalkoxy, amino, C1-C3alkylamino or di-(C1-C3alkyl)amino; and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre-and postemergence selective herbicidal and growth regulating properties.

What is claimed is: 
     
       1. A compound of formula I ##STR58## wherein Q is ##STR59## R is hydrogen or methyl; R 1  is hydrogen, fluoro, chloro, C 1  -C 4  alkyl or methoxy; R 2  is hydrogen, fluoro or chloro;   R 3 , R 4 , R 5 , R 6  and R 7  are each independently of one another hydrogen or C 1  -C 4  alkyl;   R 8 , R 9 , R 10 , R 11  and R 12  are each independently of one another hydrogen or C 1  -C 4  alkyl;   R 13 , R 14 , R 15 , R 16  and R 17  are each independently of one another hydrogen or C 1  -C 4  alkyl;   Z is methyl or 2-pyridyl;   E is methine   X is C 1  -C 4  alkyl, C 1  -C 4  alkoxy, C 1  -C 4  haloalkoxy, C 1  -C 4  haloalkylthio, C 1  -C 4  alkylthio, C 2  -C 5  alkoxyalkyl, C 2  -C 5  alkoxyalkoxy, C 2  -C 5  alkylthioalkyl or cyclopropyl;   Y is C 1  -C 4  alkyl, C 1  -C 4  alkoxy, C 1  -C 4  haloalkoxy, C 1  -C 4  haloalkyl, C 1  -C 4  haloalkylthio, C 1  -C 4  alkylthio, halogen, C 2  -C 5  alkoxyalkyl, C 2  -C 5  alkoxyalkoxy, amino, C 1  -C 3  alkylamino or di-(C 1  -C 3  alkyl)amino; or a salt thereof.     
     
     
       2. A compound of formula I according to claim 1, wherein R is hydrogen. 
     
     
       3. A compound of formula I according to claim 2, wherein Q is Q 1 . 
     
     
       4. A compound of formula I according to claim 1, wherein Q is Q 2 , X is C 1  -C 3  alkyl, C 1  -C 3  alkoxy, C 1  -C 2  haloalkoxy or cyclopropyl; and Y is C 1  -C 3  alkyl, C 1  -C 3  alkoxy, C 1  -C 2  haloalkoxy, trifluoromethyl, difluoromethyl, fluoromethyl, methoxymethyl, fluoro, chloro, amino, methylamino, dimethylamino, or methylthio. 
     
     
       5. A compound of formula I according to claim 2, wherein Q is Q 3 . 
     
     
       6. A compound of formula I according to claim 3, wherein R 1  is hydrogen. 
     
     
       7. A compound of formula I according to claim 5, wherein R 2  is hydrogen or chloro. 
     
     
       8. A compound of formula I according to claim 3, wherein R 3 , R 4 , R 5 , R 6  and R 7  are hydrogen. 
     
     
       9. A compound of formula I according to claim 4, wherein R 8 , R 9 , R 10 , R 11  and R 12  are hydrogen. 
     
     
       10. A compound of formula I according to claim 5, wherein R 13 , R 14 , R 15 , R 16  and R 17  are hydrogen. 
     
     
       11. A compound of formula I according to claim 1, wherein X is C 1  -C 3  alkyl, C 1  -C 3  alkoxy, C 1  -C 2  haloalkoxy or cyclopropyl, preferably methyl, methoxy, difluoromethoxy, ethoxy or cyclopropyl; and Y is C 1  -C 3  alkyl, C 1  -C 3  alkoxy, C 1  -C 2  haloalkoxy, trifluoromethyl, difluoromethyl, fluoromethyl, methoxymethyl, fluoro, chloro, amino, methylamino, dimethylamino or methylthio. 
     
     
       12. A compound of formula I according to claim 11, wherein X is methyl, ethyl, methoxy, difluormethoxy, ethoxy, 2,2,2-trifluoroethoxy, chloro, methylamino, dimethylamino or methoxymethyl. 
     
     
       13. N-[(3-oxetan-3-oxycarbonyl)-pyridin-2-yl-sulfonyl]-N'-(4,6-dimethoxypyrimidin-2-yl)urea of the formula ##STR60## according to claim 1. 
     
     
       14. A herbicidal and plant growth regulating composition, which contains at least an effective amount of a sulfonylurea of formula I as claimed in claim 1 and an agrochemically acceptible carries. 
     
     
       15. A composition according to claim 14, which contains from 0.1 to 95% of said compound of formula I. 
     
     
       16. A method of controlling undesirable plant growth, which comprises applying a herbicidally effective amount of a compound of formula I as claimed in claim 1, or of a composition containing such a compound, to said plants or to the locus thereof. 
     
     
       17. A method according to claim 16, wherein the compound of formula I is applied in a concentration of 0.001 to 2 kg per hectare. 
     
     
       18. A method of inhibiting plant growth, which comprises applying a growth-inhibitingly effective amount of a compound of formula I as claimed in claim 1, or of a composition containing such a compound, to said plants or to the locus thereof. 
     
     
       19. A method according to claim 16 for the selective control of weeds pre- and postemergence in crops of useful plants.